(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

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Chemical Name:(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one
CAS No.:194294-68-3
Molecular Formula:C₃₇H₅₄O₆Si₂
Molecular Weight:651.003
Hs Code.:

Synonyms:(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

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Chemical Property of (4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

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Technology Process of (4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

There total 9 articles about (4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 75-16-1
methylmagnesium bromide

: 194294-77-4
(3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

: 194294-68-3
(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

Guidance literature:: In diethyl ether; at -20 - 0 ℃; for 1h;
DOI:10.1016/S0040-4039(97)01141-6

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 194294-68-3
(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / Huenig's base / CH₂Cl₂ / 12 h

2: 95 percent / Dibal-H / CH₂Cl₂ / 1 h / -78 °C

3: 78 percent / 1.) Sn(OTf)2, N-ethylpiperidine / 1.) -50 deg C to -40 deg C, 4 h; 2.) -78 deg C, 2 h

4: 91 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

5: 98 percent / imidazole / CH₂Cl₂; dimethylformamide / 12 h / Heating

6: 91 percent / diethyl ether / 1 h / -20 - 0 °C

With 1-ethyl-piperidine; 1H-imidazole; tin(II) trifluoromethanesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01141-6

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 194294-68-3
(4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(4-methoxy-benzyloxy)-7-(2-trimethylsilanyl-ethoxymethoxy)-heptan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / CSA / CH₂Cl₂ / 12 h / Ambient temperature

2: 95 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

3: 91 percent / Huenig's base / CH₂Cl₂ / 12 h

4: 95 percent / Dibal-H / CH₂Cl₂ / 1 h / -78 °C

5: 78 percent / 1.) Sn(OTf)2, N-ethylpiperidine / 1.) -50 deg C to -40 deg C, 4 h; 2.) -78 deg C, 2 h

6: 91 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

7: 98 percent / imidazole / CH₂Cl₂; dimethylformamide / 12 h / Heating

8: 91 percent / diethyl ether / 1 h / -20 - 0 °C

With 1-ethyl-piperidine; 1H-imidazole; tin(II) trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01141-6